12-Ethyl-9-methyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]-trideca-2,4,6-trien-11-ylidene-cyanamide

ID: ALA2252019

PubChem CID: 76333612

Max Phase: Preclinical

Molecular Formula: C14H16N4O

Molecular Weight: 256.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1/C(=N/C#N)NC2(C)CC1c1ccccc1O2

Standard InChI:  InChI=1S/C14H16N4O/c1-3-18-11-8-14(2,17-13(18)16-9-15)19-12-7-5-4-6-10(11)12/h4-7,11H,3,8H2,1-2H3,(H,16,17)

Standard InChI Key:  CCMWWGZUDSTLCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   14.0559  -13.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0548  -14.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7628  -14.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7610  -13.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4697  -13.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4730  -14.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1854  -14.9933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8990  -14.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8956  -13.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1786  -13.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8804  -12.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6026  -14.1646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5947  -13.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3023  -12.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0102  -13.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7176  -13.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3013  -15.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8791  -12.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1708  -11.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 11 13  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  3  0
  8 17  1  0
 11 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252019

   (12-Ethyl-9-methyl-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6,10-tetraen-11-yl)cyanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 256.31

Molecular Weight (Monoisotopic): 256.1324

AlogP: 1.99

#Rotatable Bonds: 1

Polar Surface Area: 60.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.23

References

1. Finkelstein BL, Benner EA, Hendrixson MC, Kranis KT, Rauh JJ, Sethuraman MR, McCann SF..  (2002)  Tricyclic cyanoguanidines: synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors.,  10  (3): [PMID:11814848] [10.1016/s0968-0896(01)00326-1]

Source

Source(1):

• Scientific Literature